Ligand profile

CHEMBL3690879

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2642 — sodium:solute symporter family protein

Via homolog UniProt P13866 Formula C₂₃H₂₁F₃N₄O₃

pchembl 8.64 ~2.3 nM

Mol. weight 458.44 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3690879
UniProt (similar protein): P13866
pchembl: 8.640 (~2.3 nM)
Target protein: VK055_2642

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 458.44 Da

LogP (Crippen) 4.07

H-bond donors 2

H-bond acceptors 5

TPSA 85.25 Å²

Rotatable bonds 5

Aromatic rings 3 / 4

Heavy atoms 33

Fraction sp³ C 0.26

Formula C₂₃H₂₁F₃N₄O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 85.3
−1 ≤ LogP ≤ 5 4.07

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 458.4
LogP ≤ 5 4.07
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 85.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccccc1-n1nc(NC(=O)[C@H]2CNC(=O)[C@@H]2C)cc1-c1cccc(OC(F)(F)F)c1

InChI

InChI=1S/C23H21F3N4O3/c1-13-6-3-4-9-18(13)30-19(15-7-5-8-16(10-15)33-23(24,25)26)11-20(29-30)28-22(32)17-12-27-21(31)14(17)2/h3-11,14,17H,12H2,1-2H3,(H,27,31)(H,28,29,32)/t14-,17+/m1/s1

InChIKey

LKPJRYZGSHGFBG-PBHICJAKSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: 265742
Binding sites: PF00474

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL3690879 →
UniProt UniProt P13866 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3690879”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2642.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)